HCID 90387743, compound → HCID 90387477, compound

HRID 2205228Notes

Reaction equation

HRID 2205228 reaction equation
Cl[C:2]1[CH:26]=[CH:25][C:5]2[S:6][C:7]([C:10]3[N:14]4[N:15]=[C:16]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][OH:24])[CH:17]=[CH:18][C:13]4=[N:12][CH:11]=3)=[C:8]([CH3:9])[C:4]=2[CH:3]=1.[H][H]>CO.[Pd]>[CH3:9][C:8]1[C:4]2[CH:3]=[CH:2][CH:26]=[CH:25][C:5]=2[S:6][C:7]=1[C:10]1[N:14]2[N:15]=[C:16]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][OH:24])[CH:17]=[CH:18][C:13]2=[N:12][CH:11]=1

Participants

5

Reactant 2

HCID 90387743HCID 90387743, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 90387477HCID 90387477, compoundYield 82.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-(3-(5-chloro-3-methylbenzo[b]thiophen-2-yl)imidazo[1,2-b]pyridazin-6-ylamino)butan-1-ol (20 mg, 0.0517 mmol, 1.0 equiv) in methanol (2.00 mL) was added Pd/C and placed under a balloon of hydrogen. After 3 h, the reaction mixture was filtered through a plug of silica gel to provide 15 mg of the white solid, 82%.

Workup

  1. filtrationthe reaction mixture was filtered through a plug of silica gel

Sources & evidence

ORD record
ord-79b2752f0e2a4604a11f4dbf8749953c
Source dataset
uspto-grants-2016_06
Patent number
US09370515B2

Reaction notes

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